Diphenylzinc

Diphenylzinc
Names
IUPAC name
Diphenylzinc
Identifiers
3D model (JSmol)
3603125
ChEBI
ChemSpider
ECHA InfoCard 100.012.803
EC Number
  • 214-082-2
28161
  • InChI=1S/2C6H5.Zn/c2*1-2-4-6-5-3-1;/h2*1-5H; N
    Key: MKRVHLWAVKJBFN-UHFFFAOYSA-N N
  • C1([Zn]C2=CC=CC=C2)=CC=CC=C1
Properties
Zn(C6H5)2
Molar mass 219.59 g·mol−1
Appearance White crystals
Melting point 107 °C (225 °F; 380 K)
Boiling point 280–285 °C (536–545 °F; 553–558 K)
Hazards
GHS labelling:
Danger
H228, H250
P210, P222, P240, P241, P280, P302+P334, P370+P378, P422
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Diphenylzinc is an organozinc compound with the chemical formula Zn(C6H5)2, often abbreviated as ZnPh2, where Ph is phenyl. It is in a form of white crystals. It is commonly used as the synthetic equivalent of a Ph− synthon. Solvent-free diphenylzinc exists as dimeric PhZn(μ-Ph)2ZnPh molecules in the solid state, where Ph is phenyl.

The dimeric solid state form of diphenylzinc.

Diphenylzinc is commercially available. It may be prepared by reaction of phenyllithium with zinc bromide:

2 PhLi + ZnBr2 → Ph2Zn + 2 LiBr

It may also be prepared by the reaction of phenylmagnesium bromide with zinc chloride or diphenylmercury with zinc metal.

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